General, Organic, & Biological Chemistry
3rd Edition
ISBN: 9780073511245
Author: Janice Gorzynski Smith Dr.
Publisher: McGraw-Hill Education
expand_more
expand_more
format_list_bulleted
Concept explainers
Videos
Textbook Question
Chapter 4.1, Problem 4.7P
Draw a Lewis structure for dimethyl ether
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
Complete the following table. The only density needed is already given. Show your
calculations in a neat and easy-to-follow manner in the space below the table. All units
should be included and significant figures should be given close attention. Be sure to notice
that the amount of material should be in millimoles rather than moles, and the theoretical
mass of the product should in milligrams rather than grams.
LOCH 3
+
H2SO4
HNO 3
O=C-OCH 3
NO2
x
H₂O
F.W.
4.0 mL 1.3 M
amount
0.50 mL
in H2SO4
mg Theoretical
Theoretical
mmoles
density
1.09
Kumada Coupling:
1. m-Diisobutylbenzene below could hypothetically be synthesized by Friedel-Crafts reaction. Write out the reaction with a
mechanism and give two reasons why you would NOT get the desired product.
Draw the reaction (NOT a mechanism) for a Kumada coupling to produce the molecule above from m-dichlorobenzene.
Calculate the theoretical yield for the reaction in question 2 using 1.5 g of p-dichlorobenzene and 3.0 mL isobutyl bromide.
What signals appeared/disappeared/shifted that indicate that you have your intended product and not starting material? What
other impurities are present in your product and how do you know?
Wintergreen from Aspirin:
1. In isolating the salicylic acid, why is it important to press out as much of the water as possible?
2. Write the mechanism of the esterification reaction you did.
3.
What characteristic absorption band changes would you expect in the IR spectrum on going from aspirin to salicyclic acid and
then to methyl salicylate as you did in the experiment today? Give approximate wavenumbers associated with each functional
group change.
What signals appeared/disappeared/shifted that indicate that you have your intended product and not starting material? What
other impurities are present in your product and how do you know?
Chapter 4 Solutions
General, Organic, & Biological Chemistry
Ch. 4.1 - Use electron-dot symbols to show how a hydrogen...Ch. 4.1 - Use electron-dot symbols to show how two chlorine...Ch. 4.1 - How many covalent bonds are predicted for each...Ch. 4.1 - Fill in the lone pairs on each atom to give every...Ch. 4.1 - Prob. 4.5PCh. 4.1 - Draw a Lewis structure for each covalent molecule....Ch. 4.1 - Draw a Lewis structure for dimethyl ether (C2H6O)...Ch. 4.2 - Prob. 4.8PCh. 4.2 - Prob. 4.9PCh. 4.2 - Prob. 4.10P
Ch. 4.3 - Prob. 4.11PCh. 4.3 - Prob. 4.12PCh. 4.4 - Prob. 4.13PCh. 4.4 - Draw resonance structures for each polyatomic...Ch. 4.4 - Nitrous oxide, N2O, is a sweet-smelling gas...Ch. 4.5 - Name each compound: (a) CS2; (b) SO2; (c) PCl5;...Ch. 4.5 - Prob. 4.17PCh. 4.5 - What is the shape around the indicated atom in...Ch. 4.6 - NaNH2, sodium amid, is a salt that contains a...Ch. 4.6 - Prob. 4.20PCh. 4.7 - Using the trends in the periodic table, rank the...Ch. 4.7 - Use electronegativity values to classify the...Ch. 4.7 - Prob. 4.23PCh. 4.8 - Prob. 4.24PCh. 4.9 - Prob. 4.25PCh. 4.9 - Prob. 4.26PCh. 4 - For each pair of compounds, classify the bonding...Ch. 4 - For each pair of compounds, classify the bonding...Ch. 4 - Prob. 4.29PCh. 4 - How many bonds and lone pairs are typically...Ch. 4 - Prob. 4.31PCh. 4 - Fill in the lone pairs needed to give the main...Ch. 4 - Prob. 4.33PCh. 4 - Convert the 3-D model of the general anesthetic...Ch. 4 - Draw a valid Lewis structure for each molecule. Hl...Ch. 4 - Draw a valid Lewis structure for each molecule....Ch. 4 - Prob. 4.37PCh. 4 - Prob. 4.38PCh. 4 - Draw a valid Lewis structure for...Ch. 4 - Draw a valid Lewis structure for phosgene, CCl2O ,...Ch. 4 - Draw a valid Lewis structure for each ion: (a)...Ch. 4 - Draw a valid Lewis structure for each ion: (a)...Ch. 4 - Keeping in mind that some elements violate the...Ch. 4 - Keeping in mind that some elements violate the...Ch. 4 - Prob. 4.45PCh. 4 - Prob. 4.46PCh. 4 - Prob. 4.47PCh. 4 - Prob. 4.48PCh. 4 - Prob. 4.49PCh. 4 - Label each pair of compounds are resonance...Ch. 4 - Prob. 4.51PCh. 4 - Draw three resonance structures for the nitrate...Ch. 4 - Name each covalent compound. PBr3 SO3 NCl3 P2S5Ch. 4 - Name each covalent compound. SF6 CBr4 N2O P4O10Ch. 4 - Prob. 4.55PCh. 4 - Prob. 4.56PCh. 4 - Add lone pairs where needed to give octets and...Ch. 4 - Add lone pairs where needed to give octets and...Ch. 4 - Prob. 4.59PCh. 4 - Match each compound with one of the molecular...Ch. 4 - Prob. 4.61PCh. 4 - Add lone pairs where needed to give octets and...Ch. 4 - Prob. 4.63PCh. 4 - Considering each of the given ball-and stick...Ch. 4 - Prob. 4.65PCh. 4 - Prob. 4.66PCh. 4 - Prob. 4.67PCh. 4 - Predict the bond angles around the indicated atoms...Ch. 4 - Prob. 4.69PCh. 4 - Prob. 4.70PCh. 4 - Rank the atoms in each group in order of...Ch. 4 - Prob. 4.72PCh. 4 - Prob. 4.73PCh. 4 - Using electronegativity values, classify the bond...Ch. 4 - Label the bond formed between carbon and each of...Ch. 4 - Label the bond formed between fluroine and each of...Ch. 4 - Which bond in each pair is more polar-that is, has...Ch. 4 - Which bond in each pair is more polar-that is, has...Ch. 4 - Prob. 4.79PCh. 4 - Prob. 4.80PCh. 4 - Label the polar bonds and then decide if each...Ch. 4 - Label the polar bonds and then decide if each...Ch. 4 - Prob. 4.83PCh. 4 - Explain why H2O is a polar molecule but H2S is...Ch. 4 - Convert each ball-and-stick model to a Lewis...Ch. 4 - Convert each ball-and-stick model to a Lewis...Ch. 4 - Answer the following questions about the molecule...Ch. 4 - Answer the following question about the molecule...Ch. 4 - Prob. 4.89PCh. 4 - Lactic acid gives sour milk its distinctive taste....Ch. 4 - Prob. 4.91PCh. 4 - Prob. 4.92PCh. 4 - Prob. 4.93PCh. 4 - Prob. 4.94PCh. 4 - Isobutyl cyanoacrylate is used in medical glues to...Ch. 4 - Prob. 4.96PCh. 4 - Cyclopropane is a stable compound that contains...Ch. 4 - Prob. 4.98CPCh. 4 - Prob. 4.99CPCh. 4 - Prob. 4.100CP
Additional Science Textbook Solutions
Find more solutions based on key concepts
56. Global Positioning System. Learn more about the global positioning system and its uses. Write a short repo...
The Cosmic Perspective (8th Edition)
An obese 55-year-old woman consults her physician about minor chest pains during exercise. Explain the physicia...
Biology: Life on Earth with Physiology (11th Edition)
The validity of a scientific law.
Physical Universe
More than one choice may apply. Using the terms listed below, fill in the blank with the proper term. anterior ...
Essentials of Human Anatomy & Physiology (12th Edition)
2. Why is it that the range of resting blood pressures of humans is best represented by a bell-shaped curve co...
Human Biology: Concepts and Current Issues (8th Edition)
What were the major microbiological interests of Martinus Beijerinck and Sergei Winogradsky? It can be said tha...
Brock Biology of Microorganisms (15th Edition)
Knowledge Booster
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.Similar questions
- Synthesis of ZybanⓇ: 1. Write a mechanism for the bromination of m-chloropropiophenone. Br₂ CH2Cl2 Cl Br 2. Give the expected m/z (to a round number) for the molecular ion from the product above (including isotopic peaks). 3. What signals appeared/disappeared/shifted that indicate that you have your intended product and not starting material? What other impurities are present in your product and how do you know?arrow_forwardSynthesis of Ibuprofen-Part 2: 1. Some pain relievers including ibuprofen (MotrinⓇ) and naproxen (Aleve®) are "α-arylpropanoic acids." Look up the structure of naproxen (AleveⓇ), another a-arylpropionic acid. Using the same reactions that we used for making ibuprofen, show how to make naproxen from the compound below. Show all intermediates and reagents in your synthesis. Show how you would prepare ibuprofen starting from p-isobutylbenzene rather than p-isobutylacetophenenone. What reaction steps would need to change/add? 3. What signals appeared/disappeared/shifted that indicate that you have your intended product and not starting material? What other impurities are present in your product and how do you know?arrow_forwardAcid Catalyzed Aromatization of Carvone: 1. Starting with the ketone, below, draw a mechanism for the reaction to give the phenol as shown. H2SO4 HO- H₂O 2. Why do we use CDCl instead of CHCl, for acquiring our NMR spectra? 3. Why does it not matter which enantiomer of carvone is used for this reaction? What signals appeared/disappeared/shifted that indicate that you have your intended product and not starting material? What other impurities are present in your product and how do you know?arrow_forward
- Assign this H NMRarrow_forwardPlease complete these blanks need that asaparrow_forwardNitration of Methyl Benzoate: 1. Predict the major product for the reaction below AND provide a mechanism. Include ALL resonance structures for the intermediate. C(CH3)3 NO₂* ? 2. Assuming the stoichiometry is 1:1 for the reaction above, what volume of concentrated nitric acid would be required to mononitrate 0.50 grams of the compound above? What product(s) might you expect if you nitrated phenol instead of methyl benzoate? Explain your reasoning. What signals appeared/disappeared/shifted that indicate that you have your intended product and not starting material? What other impurities are present in your product and how do you know?arrow_forward
- Sodium Borohydride Reduction (continued on the next page): 1. Draw the product of each of the reactions below and give the formula mass to the nearest whole number. ? (1) NaBH (2) acid (1) NaBD4 (2) acid ? 2. In mass spectra, alcohols typically break as shown in equation 8 in chapter 11 (refer to your lab manual). The larger group is generally lost and this gives rise to the base peak in the mass spectrum. For the products of each of the reactions in question # 1, draw the ion corresponding to the base peak for that product and give its mass to charge ratio (m/z). 3. Given the reaction below, calculate how many mg of 1-phenyl-1-butanol that can be produced using 31 mg NaBH4 and an excess of butyrophenone. 4. + NaBH4 OH (after workup with dilute HCI) What signals appeared/disappeared/shifted that indicate that you have your intended product and not starting material? What other impurities are present in your product and how do you know?arrow_forwardAspirin from Wintergreen: 1. In isolating the salicylic acid, why is it important to press out as much of the water as possible? Write a step-by-step mechanism for the esterification of salicylic acid with acetic anhydride catalyzed by concentrated H₂SO4. 3. Calculate the exact monoisotopic mass of aspirin showing your work. What signals appeared/disappeared/shifted that indicate that you have your intended product and not starting material? What other impurities are present in your product and how do you know?arrow_forwardSynthesis of Ibuprofen-Part 1: 1. What characteristic absorption band changes would you expect in the IR spectrum on going from p-isobutylacetophenone to 1-(4-isobutylphenyl)-ethanol and then to 1-(4-isobutylphenyl)-1-choroethane as you did in the experiment today? Give approximate wavenumbers associated with each functional group change. Given that the mechanism of the chlorination reaction today involves formation of a benzylic carbocation, explain why the following rearranged product is not formed. محرم محمد 3. Why do we use dilute HCl for the first step of the reaction today and concentrated HCI for the second step? What signals appeared/disappeared/shifted that indicate that you have your intended product and not starting material? What other impurities are present in your product and how do you know?arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Chemistry: Principles and ReactionsChemistryISBN:9781305079373Author:William L. Masterton, Cecile N. HurleyPublisher:Cengage Learning
Chemistry: Principles and PracticeChemistryISBN:9780534420123Author:Daniel L. Reger, Scott R. Goode, David W. Ball, Edward MercerPublisher:Cengage Learning
Chemistry: The Molecular ScienceChemistryISBN:9781285199047Author:John W. Moore, Conrad L. StanitskiPublisher:Cengage Learning
Chemistry for Engineering StudentsChemistryISBN:9781337398909Author:Lawrence S. Brown, Tom HolmePublisher:Cengage Learning
General, Organic, and Biological ChemistryChemistryISBN:9781285853918Author:H. Stephen StokerPublisher:Cengage Learning
General Chemistry - Standalone book (MindTap Cour...ChemistryISBN:9781305580343Author:Steven D. Gammon, Ebbing, Darrell Ebbing, Steven D., Darrell; Gammon, Darrell Ebbing; Steven D. Gammon, Darrell D.; Gammon, Ebbing; Steven D. Gammon; DarrellPublisher:Cengage Learning
Chemistry: Principles and Reactions
Chemistry
ISBN:9781305079373
Author:William L. Masterton, Cecile N. Hurley
Publisher:Cengage Learning
Chemistry: Principles and Practice
Chemistry
ISBN:9780534420123
Author:Daniel L. Reger, Scott R. Goode, David W. Ball, Edward Mercer
Publisher:Cengage Learning
Chemistry: The Molecular Science
Chemistry
ISBN:9781285199047
Author:John W. Moore, Conrad L. Stanitski
Publisher:Cengage Learning
Chemistry for Engineering Students
Chemistry
ISBN:9781337398909
Author:Lawrence S. Brown, Tom Holme
Publisher:Cengage Learning
General, Organic, and Biological Chemistry
Chemistry
ISBN:9781285853918
Author:H. Stephen Stoker
Publisher:Cengage Learning
General Chemistry - Standalone book (MindTap Cour...
Chemistry
ISBN:9781305580343
Author:Steven D. Gammon, Ebbing, Darrell Ebbing, Steven D., Darrell; Gammon, Darrell Ebbing; Steven D. Gammon, Darrell D.; Gammon, Ebbing; Steven D. Gammon; Darrell
Publisher:Cengage Learning
Types of bonds; Author: Edspira;https://www.youtube.com/watch?v=Jj0V01Arebk;License: Standard YouTube License, CC-BY